
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $228 (Delta) |
One-way from | $69 (Southwest) |
Popular in | February |
Cheapest in | August |
Average price | $394 |
Good round-trip deal | $240 or less |
Good one-way deal | $247 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoPittsburgh
MDW - PIT
MDWPIT
Chicago Midway
Sat 8/1
6:35 pm-10:46 pm
1 stop3h 11m
Pittsburgh
Tue 8/4
7:05 am-11:51 am
1 stop5h 46m
ChicagoPittsburgh
MDW - PIT
MDWPIT
Chicago Midway
Fri 8/14
12:46 pm-8:30 pm
1 stop6h 44m
Pittsburgh
Tue 8/18
5:50 am-9:59 am
1 stop5h 09m
ChicagoPittsburgh
MDW - PIT
MDWPIT
Chicago Midway
Fri 9/4
6:42 pm-12:04 am
1 stop4h 22m
Pittsburgh
Sun 9/6
6:35 am-9:17 am
1 stop3h 42m
ChicagoPittsburgh
MDW - PIT
MDWPIT
Chicago Midway
Sun 8/16
7:30 am-1:15 pm
1 stop4h 45m
Pittsburgh
Tue 8/18
8:55 am-9:15 am
Nonstop1h 20m
ChicagoPittsburgh
MDW - PIT
MDWPIT
Chicago Midway
Sun 7/12
3:05 pm-5:30 pm
Nonstop1h 25m
Pittsburgh
Tue 7/21
7:30 pm-8:00 pm
Nonstop1h 30m
ChicagoPittsburgh
MDW - PIT
MDWPIT
Chicago Midway
Tue 6/30
11:25 am-7:40 pm
2 stops7h 15m
Pittsburgh
Wed 7/1
7:45 pm-10:35 pm
1 stop3h 50m
ChicagoPittsburgh
MDW - PIT
MDWPIT
Chicago Midway
Fri 8/28
8:00 am-5:40 pm
2 stops8h 40m
Pittsburgh
Mon 8/31
6:10 am-3:25 pm
2 stops10h 15m
ChicagoPittsburgh
MDW - PIT
MDWPIT
Chicago Midway
Sat 7/11
7:05 am-6:15 pm
2 stops10h 10m
Pittsburgh
Tue 7/14
4:20 pm-10:05 pm
1 stop6h 45m
ChicagoPittsburgh
MDW - PIT
MDWPIT
Chicago Midway
Wed 7/1
9:17 am-3:40 pm
1 stop5h 23m
Pittsburgh
Tue 7/7
11:50 am-4:15 pm
1 stop5h 25m
ChicagoPittsburgh
MDW - PIT
MDWPIT
Chicago Midway
Sat 7/4
5:50 pm-10:44 pm
1 stop3h 54m
Pittsburgh
Tue 7/7
5:45 am-10:05 am
1 stop5h 20m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
About 15% of weekly flights between Chicago and Pittsburgh have experienced delays in the past year, with the average delay time being 103 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.
Wednesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Over the last year, Southwest have had the lowest number of delays on this route, with just 14% of flights being delayed.
Boarding
Overall
Crew
Food
Comfort
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Boarding
Overall
Crew
Food
Comfort
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$116 | Average$311 | FlexibilityNo cancel fee | On-time63% |